Novel Intermediates

Abstract

A compound:

##STR00001##

and double bond regioisomers thereof.

Claims

1. A compound: ##STR00034## and double bond regioisomers thereof.

2. A compound according to claim 1 selected from: ##STR00035## and double bond regioisomers thereof.

3. A compound selected from: ##STR00036##

Description

[0017] FIG. 1 shows MS spectra demonstrating the formation of compounds 10(a) and/or 11(a) as defined above proceeding according to the scheme:

##STR00033##

[0018] A three-neck round bottomed flask was equipped with magnetic stirrer, condenser and peristaltic pump which allows small samples to be taken and, after dilution in acetonitrile/0.1% formic acid, analysed by mass spectrometry. [0019] (a) (S)N-(2-Methoxy-1-methyl-ethyl)hexan-3-imine (485 mg, 93% strength, 2.6 mmol) was diluted in toluene (10 ml) and charged into the reactor and stirring started. After ca. 10 minutes, acrolein dimethyl acetal (269 mg, 2.6 mmol) was charged to the vessel as a solution in toluene (6 ml), and conditions held for ca. 8 minutes. Cu(OAc).sub.2 (525 mg, 2.9 mmol) was charged to the vessel followed by TFA (0.2 mL, 2.6 mmol) and heating initiated. The reaction was then held at reflux for 3 h. Analysis by mass spectroscopy gave spectral data consistent with diene compound 8a. [0020] (b) (S)N-(2-Methoxy-1-methyl-ethyl)hexan-3-imine (485 mg, 93% strength, 2.6 mmol) was diluted in toluene (16 ml) and charged into the reactor. Molecular sieves (5g) were added, and the mixture heated to reflux with stirring. After 10-20 minutes, acrolein dimethyl acetal (269 mg, 2.6 mmol) in toluene was charged to the vessel toluene, and the mixture held for 30-80 minutes. TFA (0.2 mL, 2.6 mmol) was charged and the reaction held for 40 minutes. Analysis by mass spectroscopy gave spectral data consistent with the alcohol or aldehyde compounds 9a, 10a, 11a, 12a and the diene compound 8a.